Ships are mainly built to sail and transport cargo at sea. Environmental conditions and state of the sea are communicated to vessels through periodic weather forecasts. Despite officers being aware of the sea state, their sea time experience is a decisive factor when the vessel encounters severe environmental conditions. Another important factor is the loading condition of the vessel, which triggers different behaviour in similar marine environmental conditions. This paper aims to analyse the behaviour of a port container vessel in severe environmental conditions and to estimate the potential conditions of parametric roll resonance. Octopus software simulation is employed to simulate vessel motions under certain conditions of the sea, with possibility to analyse the behaviour of ships and the impact of high waves on ships due to specific wave encounter situations. The study should be regarded as a supporting tool during the decision making process.